Record Information |
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Version | 1.0 |
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Created at | 2022-09-12 11:47:24 UTC |
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Updated at | 2022-09-12 11:47:24 UTC |
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NP-MRD ID | NP0328373 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 4-[(3as,4r,6ar,8s,9r,9as,9bs)-8-(acetyloxy)-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl]-2-methylidene-3-oxobutyl acetate |
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Description | 4-[(3AS,4R,6aR,8S,9R,9aS,9bS)-8-(acetyloxy)-3,6-dimethylidene-2-oxo-decahydro-2H-spiro[azuleno[4,5-b]furan-9,2'-oxirane]-4-yl]-2-methylidene-3-oxobutyl acetate belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Based on a literature review very few articles have been published on 4-[(3aS,4R,6aR,8S,9R,9aS,9bS)-8-(acetyloxy)-3,6-dimethylidene-2-oxo-decahydro-2H-spiro[azuleno[4,5-b]furan-9,2'-oxirane]-4-yl]-2-methylidene-3-oxobutyl acetate. |
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Structure | CC(=O)OCC(=C)C(=O)C[C@H]1CC(=C)[C@@H]2C[C@H](OC(C)=O)[C@]3(CO3)[C@@H]2[C@H]2OC(=O)C(=C)[C@H]12 InChI=1S/C24H28O8/c1-11-6-16(7-18(27)12(2)9-29-14(4)25)20-13(3)23(28)32-22(20)21-17(11)8-19(31-15(5)26)24(21)10-30-24/h16-17,19-22H,1-3,6-10H2,4-5H3/t16-,17+,19+,20-,21+,22+,24-/m1/s1 |
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Synonyms | Value | Source |
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4-[(3AS,4R,6ar,8S,9R,9as,9BS)-8-(acetyloxy)-3,6-dimethylidene-2-oxo-decahydro-2H-spiro[azuleno[4,5-b]furan-9,2'-oxirane]-4-yl]-2-methylidene-3-oxobutyl acetic acid | Generator |
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Chemical Formula | C24H28O8 |
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Average Mass | 444.4800 Da |
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Monoisotopic Mass | 444.17842 Da |
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IUPAC Name | 4-[(3aS,4R,6aR,8S,9R,9aS,9bS)-8-(acetyloxy)-3,6-dimethylidene-2-oxo-decahydro-2H-spiro[azuleno[4,5-b]furan-9,2'-oxirane]-4-yl]-2-methylidene-3-oxobutyl acetate |
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Traditional Name | 4-[(3aS,4R,6aR,8S,9R,9aS,9bS)-8-(acetyloxy)-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxirane]-4-yl]-2-methylidene-3-oxobutyl acetate |
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CAS Registry Number | Not Available |
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SMILES | CC(=O)OCC(=C)C(=O)C[C@H]1CC(=C)[C@@H]2C[C@H](OC(C)=O)[C@]3(CO3)[C@@H]2[C@H]2OC(=O)C(=C)[C@H]12 |
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InChI Identifier | InChI=1S/C24H28O8/c1-11-6-16(7-18(27)12(2)9-29-14(4)25)20-13(3)23(28)32-22(20)21-17(11)8-19(31-15(5)26)24(21)10-30-24/h16-17,19-22H,1-3,6-10H2,4-5H3/t16-,17+,19+,20-,21+,22+,24-/m1/s1 |
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InChI Key | GTSOTOVVHXPNJT-NHRYLUQDSA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
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| Not Available | Species |
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Species of Origin | Not Available |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Terpene lactones |
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Direct Parent | Guaianolides and derivatives |
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Alternative Parents | |
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Substituents | - Guaianolide-skeleton
- Sesquiterpenoid
- Guaiane sesquiterpenoid
- Tricarboxylic acid or derivatives
- Alpha-branched alpha,beta-unsaturated-ketone
- Gamma butyrolactone
- Alpha,beta-unsaturated ketone
- Alpha,beta-unsaturated carboxylic ester
- Enoate ester
- Tetrahydrofuran
- Enone
- Acryloyl-group
- Lactone
- Ketone
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Ether
- Oxirane
- Dialkyl ether
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic heteropolycyclic compound
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Molecular Framework | Aliphatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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